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Record Information
Version2.0
Created at2021-01-05 19:41:08 UTC
Updated at2021-07-15 17:04:56 UTC
NP-MRD IDNP0010030
Secondary Accession NumbersNone
Natural Product Identification
Common NameCytochalasin Z23
Provided ByNPAtlasNPAtlas Logo
Description Cytochalasin Z23 is found in Mariannaea elegans and Spicaria elegans KLA03. Based on a literature review very few articles have been published on (1R,5Z,8S,10Z,13S,15R,16S,17S,18S)-18-benzyl-20-hydroxy-6-(hydroxymethyl)-8,15,16-trimethyl-2,14-dioxa-19-azatetracyclo[10.8.0.0¹,¹⁷.0¹³,¹⁵]Icosa-5,10,19-triene-3,7-dione.
Structure
Data?1621576218
SynonymsNot Available
Chemical FormulaC28H33NO6
Average Mass479.5730 Da
Monoisotopic Mass479.23079 Da
IUPAC Name(1S,5Z,8S,10Z,13S,15R,16S,17S,18S)-18-benzyl-6-(hydroxymethyl)-8,15,16-trimethyl-2,14-dioxa-19-azatetracyclo[10.8.0.0^{1,17}.0^{13,15}]icosa-5,10-diene-3,7,20-trione
Traditional Name(1S,5Z,8S,10Z,13S,15R,16S,17S,18S)-18-benzyl-6-(hydroxymethyl)-8,15,16-trimethyl-2,14-dioxa-19-azatetracyclo[10.8.0.0^{1,17}.0^{13,15}]icosa-5,10-diene-3,7,20-trione
CAS Registry NumberNot Available
SMILES
C[C@H]1[C@H]2[C@H](CC3=CC=CC=C3)NC(=O)[C@]22OC(=O)C\C=C(CO)/C(=O)[C@@H](C)C\C=C/C2[C@@H]2O[C@]12C
InChI Identifier
InChI=1S/C28H33NO6/c1-16-8-7-11-20-25-27(3,35-25)17(2)23-21(14-18-9-5-4-6-10-18)29-26(33)28(20,23)34-22(31)13-12-19(15-30)24(16)32/h4-7,9-12,16-17,20-21,23,25,30H,8,13-15H2,1-3H3,(H,29,33)/b11-7-,19-12-/t16-,17-,20?,21-,23-,25-,27+,28-/m0/s1
InChI KeyCKZQLBKNEPHMLO-CNCOYHLSSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Mariannaea elegansLOTUS Database
Spicaria elegans KLA03NPAtlas
Chemical Taxonomy
ClassificationNot classified
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP2.99ALOGPS
logP2.73ChemAxon
logS-4.9ALOGPS
pKa (Strongest Acidic)12.96ChemAxon
pKa (Strongest Basic)-2.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area105.23 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity130.74 m³·mol⁻¹ChemAxon
Polarizability50.47 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
NPAtlas IDNPA001140
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID78440736
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound139583409
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References